741 properties for sale in South Windermere

Discover the rare combination of space, convenience and exceptional parking at 71 Gadsden Street. This three-bedroom residence offers desirable single-level living, with each generously sized bedroom featuring its own private en suite bath-an ideal arrangement for a full-time residence, second home or investment property. The home's spacious living areas provide plenty of room for relaxing and entertaining, while a dedicated laundry room adds everyday functionality. A newer roof and appliances installed in 2018 offer additional peace of mind. One of the property's most remarkable features is off-street parking for four to five vehicles, a true luxury in downtown Charleston. Perfectly positioned near the College of Charleston, MUSC and Roper Hospital, the property offers excellent potential for student or medical housing while remaining equally appealing as a comfortable primary residence. Enjoy easy access to Charleston's celebrated restaurants, neighborhood cafés, shopping, parks and

From sunrise to sunset, you will love every day of living in this mid-Century modern, gem of a home surrounded by lush greenery. It's perfectly distanced from the road offering a lovely front yard setting with an expansive back yard still to be discovered. Beautiful walnut finished hardwood flooring runs all the way throughout the home. Every inch of this home has felt some love with a fresh new coat of paint inside and out! A large living room and dining room combo at the front of the home provide a spacious area to entertain or just get away for a quiet moment. Around the corner, the kitchen/den combo is the heartbeat of the home. Cabinets with bookshelves flank the fireplace for storage and display. Sit in front of the fire and get cozy while smells from the kitchen drift in. The freshly painted kitchen is compact with everything you need. Multiple cabinets, deep spaces and a pantry for storage. All the appliances are high quality (Bosch dw) with the centerpiece being the Fagor rang

Now is your chance to own a piece of historic Charleston! Located in the much sought after Harleston Village, this gem sits directly across from Colonial Lake with lovely views of the park across the street. This 3rd floor easy walk-up is in great condition and ready for you to make it home. Eaves and Nooks throughout give this apt such a cool, cozy feel. A full bedroom and bath are right around the corner with the laundry (W/D convey) conveniently tucked at the end of the hall. 58C offers a newer HVAC, newer appliances, new bathroom flooring, new cabinets and new windows AND a dedicated parking spot in the lot. There is so much to love! Come check it out!

Considered Notable to the City and classified as a Category 2 property, the Thomas Hamlin House, circa 1828, is an Antebellum home built in the Greek Revival style. This unique 3 story home, according to John Poston's The Buildings of Charleston, holds the distinction of being the first house built on Gadsden Street above Wentworth. It is believed to have served as a summer residence for the Hamlin family. When built, the home enjoyed unobstructed views of the Ashley River, a vantage that likely inspired its Lowcountry plantation-influenced details, including the grand front piazza which is ideal for Charleston entertaining and a gable roof with three dormers. The home has been lovingly restored, with interiors done by former owners of the property, designers Athalie Derse and Amelia Handegan, and gardens by landscape architect Glen Gardner. The stunning main entrance hall separates a formal living room and library on one side from a dining room and guest bedroom/second master with bat

Beautiful 2-bedroom, 2-bath condo in the gated Concord West of the Ashley community! This third-floor residence offers 1,016 sq. Ft. of comfortable living space with an open living and dining area, cozy fireplace, breakfast bar, walk-in closets, and a private balcony perfect for enjoying the outdoors. The spacious layout provides plenty of room for both everyday living and entertaining. Residents enjoy an impressive collection of community amenities, including two swimming pools, tennis and pickle ball courts, and a fitness center. This lovely community is ideally located next to Ackerman Park that offers a dog park and seasonal farmer's market. Just a short walk to Avondale's popular shops, restaurants, and nightlife, and only a quick drive from downtown Charleston, offering easy access to some of the area's best dining, shopping, and entertainment

Set on a beautifully landscaped, generously sized lot in the Crescent, 32 Jamestown pairs exceptional curb appeal and mature, natural landscaping with light-filled, thoughtfully renovated interiors. The open floor plan centers around a well-designed kitchen and comfortable living spaces, complemented by a mudroom and separate laundry room. A spacious main-level primary suite offers privacy and convenience, while a beautiful second primary suite upstairs features a generous closet and luxurious ensuite bath. Two additional bedrooms share a renovated bath, with high-end marble finishes throughout the home's bathrooms. The expansive backyard is a standout, offering exceptional potential for a pool, cabana or pool house, layered landscaping, and sophisticated outdoor living while still preserving ample lawn and garden space. A detached two-car garage adds practicality and storage. Ideally located just moments from Porter-Gaud, with private pedestrian gate access, 32 Jamestown offers a wond

An exceptional opportunity to acquire a fully renovated, fully licensed commercial short-term rental complex in the heart of downtown Charleston. 140 Spring Street is a boutique, three-unit offering designed to command premium nightly rates while delivering a rare combination of privacy, parking, and outdoor living-features that consistently outperform in Charleston's high-barrier STR market. The property features two spacious 3-bedroom / 2-bath residences and one well-appointed 1-bedroom unit, creating multiple income streams ideal for group travel, extended stays, and high-yield weekend demand. Renovations were thoughtfully executed to preserve historic charm while delivering modern finishes that today's guests expect. A true differentiator is the private, walled courtyard exclusive to one of the 3-bedroom units. Complete with a gazebo, brick fireplace, and dedicated sitting area, this outdoor sanctuary significantly enhances guest experience and booking appeal. The courtyard also of

Ground-floor living, wood floors, and a private patio come together in this 1BR/1BA condo at The Concord. The first-floor location means no stairs to haul groceries up and Amazon will deliver your packages to your door. Wood flooring runs through the main living spaces and galley kitchen with peninsula seating, a pantry and walk-in closet add everyday comfort. With original finishes throughout, it's ready for a buyer who wants to update to their own taste. Beyond your front door, two gated entrances lead into a community with two pools, grilling stations, outdoor TV areas, a hot tub, a clubhouse, a fitness center, and tennis courts. The HOA also covers water. The location is hard to beat. Downtown Charleston is within 2 miles, Avondale's restaurants and shops are just down the roadthe new bike and pedestrian bridge linking West Ashley to the peninsula/Medical District of MUSC is under construction and Ackerman Park with weekly West Ashley Farmers Market, is right next door. This condo

An amazing opportunity to own a little slice of paradise in the West Ashley area. This two-story home has 4 bedrooms, 4 full baths, 3 fireplaces, located on street-to-street LARGE LOT. Edgewater Park is a one-of-a-kind neighborhood surrounded by rivers, tidal creeks, and marshes with access to neighborhood boat landing. This SPACIOUS open concept is designed for comfortable living and outdoor enjoyment, complete with a private in ground pool and solar panels. BIG four-car garage that leads out to your backyard oasis, deck area, grill, firepit, privacy fence, and where you can park all your toys. This property has great potential for cosmetic updates and personalization. Just minutes to shopping, dining, and downtown. Don't miss this opportunity to live where West Ashley meets the water

Don't miss the opportunity to own one of Charleston's most desirable duplexes! This two unit property is located just steps from Avondale's restaurants and shops, five minutes from downtown, and only fifteen minutes from the beach. This property was fully renovated down to the studs in 2020 complete with new electrical, plumbing roof, HVAC, appliances, flooring, paint and landscaping. Both units have separate, fenced-in yards and separate washers/dryers. Sold fully furnished on Side A, this spectacular property has a fantastic rental history and is eligible for Airbnb if the new owner occupies one side. Each side consists of two bedrooms, one full bathroom, a large laundry room with outdoor storage and more! Schedule your showing today!

A Lowcountry Gem! Classic 1930's Craftsman with full front porch and charming wrought iron details, 4 bedrooms 2 bathrooms located in one of Charleston's most accessible downtown corridor, within walking distance to the Medical District (MUSC, Roper Hospital, VA), The Citadel and Ashley River Marina. Exceptional opportunity for investor or buyer seeking a traditional historic home with significant upside potential. This property has an expansive lot with off street parking and the opportunity for an accessory dwelling unit (ADU), carriage house or 3 car garage structure pending City/BAR approval. Offered as-is

Located on a quaint cul-de-sac in Charleston's prestigious Crescent neighborhood, 7 Cochran Court is designed for exceptional indoor-outdoor living, with a thoughtful floor plan that is equally suited for everyday living and effortless entertaining. Offering five bedrooms, five-and-a-half baths, hardwood floors throughout most of the living spaces, and a large, light-filled kitchen, the home also features multiple gathering areas that provide flexibility for today's lifestyle. The private backyard is a true retreat, featuring a beautiful pool, expansive patio and terrace spaces, and seamless access from the home's main living areas. Whether hosting guests or enjoying a quiet afternoon at home, the indoor-outdoor flow makes the property especially inviting. Ideally situated just minutes from Porter-Gaud School and downtown Charleston, this home combines a coveted location with privacy, functionality, and timeless appeal. With its spacious interiors, exceptional outdoor living, and setti

Welcome to 241 Woodland Shores Drive! Only two years young, this exceptional newer-construction home offers NO HOA and a new ingound saltwater pool and spa with the ideal combination of modern comfort, privacy, and an unbeatable Charleston-area (James Island) location. Featuring four spacious bedrooms and two and-a-half baths, the home provides a versatile, thoughtfully designed layout with plenty of room for everyday living, entertaining, working from home, or welcoming guests. The nearly new construction offers the peace of mind and efficiency today's buyers appreciate along with a 10-year structural warranty on the home and a lifetime warranty on the pool and spa shell, while the home's inviting spaces create a warm setting to make your own. A true highlight is the expansive, serene, and remarkably private backyard-an impressive outdoor retreat that feels tucked away from the bustle of daily life. Enjoy warm Lowcountry days in the pool, then unwind in the attached hot tub after a lo

Just released, completion 12/2026! Still time to select your colors, counters, flooring and more. Steps from Colonial Lake and the Horse Lot, minutes from the historic Battery and Charleston Harbor. Enjoy a beautiful private yard and finished first-floor flex space-envision a sauna and exercise room, wine room/lounge or your own personal retreat! Your purchase includes a fully completed, studs-out luxury renovation of 10 Trapman and all-inclusive access to an exceptional in-house design team-combining world-class talent with your inspiration to make this piece of Charleston history distinctly yours. Be involved in every design decision or let the team take over-it's all included! You'll love the experience! Renderings offer a glimpse into the extraordinary design possibilities. These renderings offer a glimpse into the extraordinary possibilities awaiting 10 Trapman, with select details continuing to evolve through final design, approval and permitting. By bringing design, architecture

New construction in West Ashley, located just 1 mile from Avondale and 5 miles from downtown Charleston! Situated on an elevated slab, this Hardie-plank sided house with 3 bedrooms and 2.5 bathrooms is showcased by professional landscaping and a brand-new privacy fence, creating ultimate curb appeal. Walking through the hand-stained front door, the immediate wow-factor of the kitchen is there to welcome you home. Oak colored, soft-close cabinetry with tiled backsplash and quartz countertops immediately sets the stage for the alluring design this home has to offer. The first-floor owner's suite gleams with natural light and truly showcases the ensuite bathroom. Earthy-toned tile covers the bathroom floor, enhancing the custom tiled shower with frameless glass and the double oak vanity topped with quartz countertops. The hand-stained staircase flaunts a designer chandelier and picturesque window as you make your way to the second floor. Oversized bedrooms are blanketed with LVP found thr

Welcome to this charming, move-in ready home nestled in the desirable Rotherwood Estates neighborhood of West Ashley. Thoughtfully maintained and beautifully refreshed, this 3-bedroom, 2-bath home offers a comfortable layout with timeless appeal and modern updates. Inside, beautiful hardwood floors flow throughout the home, complemented by new window treatments and fresh interior paint that creates a bright, clean, and inviting atmosphere. Recent improvements include a new HVAC system and ductwork, offering added comfort and peace of mind for years to come. The home also features a spacious 2-car garage, no HOA, and a generous backyard with endless possibilities. Whether you're envisioning entertaining friends and family, outdoor play space, a quiet place to unwind, or even to expand thecurrent home, there's plenty of room to make the backyard your own. Conveniently located just minutes from the West Ashley Greenway and close to the Charleston Peninsula and 526/I-26, this home offers a

Imagine living in a unique, modern, and low-maintenance home in Charleston's Harleston Village at 66 Gadsden B! The kitchen is bright and airy, featuring custom cabinetry and a cook's island. You'll also find a new stove, dishwasher, and microwave. The kitchen opens up to a large, light-filled living room. Each of the three bedrooms has its own en-suite bathroom and closets with custom built-ins. Plus, the HVAC units were replaced in 2025 and 2026. One of the standout features of this row house is the office/bonus room on the first floor, complete with its own A/C and designed as a music room. As you head up to the third floor, you'll find a perfect landing for a second home office, followed by a spacious rooftop terrace with a'living roof. It's ideal for enjoying sunset views andentertaining guests. This townhouse also includes a one car garage. On the property the owners have created a dog run, a grilling area and a dedicated parking spot for a golf cart. Enjoy easy, low-maintenance

Location, location, location! Two homes on. 45 acres. Investment opportunity! This is a rare opportunity to own two separate homes situated on approximately. 45 acres, offering excellent potential for investors, rental property owners, or buyers looking to expand their portfolio. Currently income-producing with rental tenants, providing an opportunity for immediate rental income. The properties are being sold AS IS and offer multiple possibilities for continued rental use, investment, or future strategy. Conveniently located with easy access to major roads, shopping, dining, and area amenities. Bring your investors! (Property #1. 1954' 3 Bedrooms / 2 Bathrooms' Approximately 1,305 SQ FT' New Roof' Currently income-producing' Great potential for continued rental income (Property #2. 1962' 2 Bedrooms / 1 Bathroom' Approximately 800SQ FT' New Kitchen' Stainless steel appliances' Super cute and move-in ready' Currently income-producing

Transferable STR permit*. Welcome to 1373 White Dr. A beautifully updated West Ashley home offering the rare combination of comfortable everyday living, modern upgrades, outdoor space, and income-producing potential. All with no HOA. Thoughtfully improved throughout, this home features new plantation shutters and upgraded matte black hardware recently installed throughout, adding a fresh, contemporary finish. The entire HVAC system was replaced in April 2026, complete with a 5-year transferable warranty, providing peace of mind for years to come. One of the home's standout features is the converted garage currently being utilized as a short-term rental, creating a compelling opportunity for additional income. The property includes a transferable short-term rental permit, and the rental generated approximately $19,000 in income from January through July 2026. Whether you continue the existing rental strategy, use the space for guests, a home office, or additional living space, the flexi

Welcome to your new home at 1205 Byron Rd! Walkable to Avondale shops and restaurants, the West Ashley Bikeway, and the famous Home Team BBQ! Plus, just a 5 minute drive to Downtown Charleston. This move-in-ready brick ranch home features an expansive yard, no HOA, and a huge carport for covered parking. The updated kitchen has new 42' cabinets, new appliances, and quartz countertops. New tankless water heater. Don't miss your opportunity to be settled into your new home before the holidays!

This four-bedroom home is nestled in The Crescent, one of Charleston's most sought-after neighborhoods. Located on a cul-de-sac with no thru traffic, 7 Guerard Road offers a tranquil and picturesque environment, seamlessly blending charm with modern convenience. This wonderful home offers a very livable floor plan with ample space for both family and guests. The open floor plan includes a spacious living room featuring hardwood floors, creating a warm and inviting atmosphere. The kitchen is designed for practicality and socializing, with a large island and modern appliances. Each of the four bedrooms is generously sized, with the primary suite offering a private bathroom and walk-in closet. There is also a dedicated laundry room and a mudroom with built-in storage for organization. A standout feature is the lovely, screened-in porch, which serves as a perfect transition between indoor and outdoor living. This space makes the home feel even more expansive and connected to nature. The be

Experience refined downtown Charleston living in this exceptional residence at Harleston Gates, where sophisticated interiors, thoughtful design, and access to world class concierge services are available. Unit 201 is beautifully appointed with custom finishes throughout and offers two exterior balconies with captivating Charleston views. A rare private street-front entrance gives the residence the feeling of a private home, while two assigned spaces in the secure, gated parking garage provide exceptional convenience. From the garage, a dedicated entrance leads directly into the residence's foyer-an uncommon luxury for downtown living. Inside, soaring 10-foot ceilings, an open and gracious floor plan, and an abundance of oversized windows fill the residence with natural light. The beautifully designed kitchen is equally impressive, featuring a Wolf gas cooktop, Wolf wall oven and microwave, Sub-Zero refrigerator, Asko dishwasher, custom cabinetry, and sophisticated finishes ideal for b

Welcome to this charming and move in ready 2-bedroom, 1-bathroom ranch style home located just steps from Avondale and minutes from downtown Charleston. This home features modern upgrades, solar panels, classic curb appeal, and a highly desirable location close to dining, shopping, parks, and major roadways. With off-street parking, a large fenced backyard, and a welcoming front porch, this house has an ideal blend of comfort and convenience

Welcome to the highly anticipated release of 68 Beaufain, one of Charleston's grandest historic estates, at the design selections stage of a complete studs-out luxury renovation. Locals claim an original city builder crafted it as his own residence in 1850, and the grandeur shows! The largest porches I've EVER seen downtown, soaring 11-foot-plus ceilings, a sweeping spiral staircase and grand original pocket doors. Steps from famed King and Market Streets. This estate graces the horse-and-carriage tour route, admired worldwide. Just doors from the famed Southern Charm television estate on Beaufain St. You won't simply own history-you'll become part of it. World class design, architecture and construction all included in the price. Optional pool and carriage house/ADU shown in renderings. 68 beaufain | the art of making history a historic charleston estate. A Complete Luxury Transformation. Your Vision. Our Expertise. Imagine owning one of Charleston's grandest historic estates, meticul

162 Spring St A, B, C is a fully operating STR /Short Term Rental and Restaurant Downtown Charleston. This Multi-Use, Commerical Zoned, Income Producing, HPR Building located in the Accommodations Overlay District offers 3 Units with 4 off street parking spaces. Two(2) Income-Producing Residential STR Units and One (1) Restaurant with current lease terms that will convey. This front building includes two fully updated residences. Unit A and B are each 2BR/ 2BA condo-style upstairs units. The restaurant is a very successful business and current lease remains as a current NNN Lease Term. Whether you're an investor seeking high-performing income producing STR short-term rental potential, a buyer looking to live in one unit while generating income from the other, or someone building a portfolioof diverse downtown assets, this opportunity delivers exceptional value, flexibility, and upside. Zoned to allow short-term rentals with proper licensure and fully compliant with all city regulations

Contemporary luxury meets Charleston history in the distinguished Wilson-Cochran House, originally built in 1915 and thoughtfully renovated for modern living. Rich architectural character blends seamlessly with today's conveniences, creating a home that is as functional as it is beautiful. At the heart of the home is a chef's kitchen designed for both everyday living and effortless entertaining. Custom cabinetry, expansive workspace, and an innovative invisible induction cooktop installed beneath the marble countertop create a clean, elegant aesthetic while maximizing functionality. The adjoining butler's pantry provides exceptional storage, a secondary refrigerator, a 60-bottle wine refrigerator, and a convenient first-floor laundry area. The main level offers gracious living spaces, including a welcoming foyer, inviting living room, formal dining room, spacious kitchen, butler's pantry, and powder room. Every space has been carefully designed to balance historic character with modern

Welcome to this charming and move in ready 2-bedroom, 1-bathroom ranch style home located just steps from Avondale and minutes from downtown Charleston. This home features modern upgrades, classic curb appeal, and a highly desirable location close to dining, shopping, parks, and major roadways. With off-street parking, a large fenced backyard, and a welcoming front porch, this house has an ideal blend of comfort and convenience

Discover 200 Fishburne St. Where Historic Charm meets with all the conveniences of living in beautiful Downtown Charleston. With some polish this duplex gem will sparkle. Located in the historic Westside neighborhood-this 2-unit property offers versatility. It presents a compelling opportunity for investors looking to enter or expand in the thriving Charleston rental market. Or Live in one and rent out the other. The duplex totals 1,760 square feet. Ground-floor Unit features 3 bedrooms, 1 bathroom, a full kitchen, and living area. Upstairs Unit includes 3 bedrooms, 1 bathroom, a living room and kitchen. Long driveway offers off street parking. (A few photos have been virtually altered) Just minutes from Historic Sites, Fine dining, shopping, the Arthur Christopher RecCenter, Herbert Hazel Pool, newly updated MLK Jr. Park and Pool featuring pickleball and basketball courts, Hampton and Waterfront Parks, MUSC, and Businesses

Located in the heart of historic downtown Charleston, this exceptional three-bedroom, two-and-a-half bath residence offers a rare opportunity in one of Charleston's most sought-after neighborhoods. Upon entry, you're welcomed by an inviting open-concept layout and the timeless character of a classic Charleston Single home. Soaring ceilings, beautiful hardwood floors, and abundant natural light create an airy, elegant atmosphere, while a stately fireplace and custom-built bookshelves add warmth and sophistication to the spacious living room. The recently updated kitchen features quartz countertops, custom soft-close cabinetry and brand-new stainless steel appliances. A separate, spacious dining room just off the kitchen provides the perfect setting for effortless entertaining. The second level offers versatile spaces designed for both comfort and functionality. The spacious guest bedroom features a Jack-and-Jill bathroom with its own private vanity. A second guest bedroom, thoughtfully

Welcome to 63 Rutledge Avenue, Apartment 27, an elegant residence within Berkeley Court, one of Charleston's enduring architectural landmarks overlooking picturesque Colonial Lake. This beautifully proportioned one-bedroom residence captures the romance and sophistication of the Roaring Twenties while offering an exceptionally livable floor plan. An inviting eat-in kitchen, gracious living room, and light-filled sunroom create a wonderful progression of spaces, each with its own character. As a coveted end unit, the residence is surrounded by an extraordinary array of 17 tall windows and soaring ceilings, filling the interiors with natural light throughout the day. The sunroom is particularly captivating, offering a front-row view across the graceful landscape and shimmering waters of Colonial Lake. By day, sunlight dances across the water; in the evening, the setting becomes even more enchanting as moonlight and the reflections of surrounding homes illuminate the lake. It is a view-an